
Remote opportunity at
TailscaleCustomer Account Executive
Tailscale is seeking a Customer Account Executive to join its rapidly growing sales team. Founded in 2019, the employer builds software designed to make secure device…
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About This Role
Tailscale is seeking a Customer Account Executive to join its rapidly growing sales team. Founded in 2019, the employer builds software designed to make secure device connections effortless for users ranging from individual hobbyists to large multinational enterprises. In this role, you will be responsible for managing upsells and renewals across your existing account base, driving product adoption, and generating reliable quarterly pipeline coverage. The position suits a proactive professional…
Job Description
Tailscale is seeking a Customer Account Executive to join its rapidly growing sales team. Founded in 2019, the employer builds software designed to make secure device connections effortless for users ranging from individual hobbyists to large multinational enterprises. In this role, you will be responsible for managing upsells and renewals across your existing account base, driving product adoption, and generating reliable quarterly pipeline coverage. The position suits a proactive professional with early-stage tech sales experience who enjoys collaborating with technical and product teams. The company operates as a distributed organization while maintaining specific location requirements for certain roles. Candidates should note that this specific opening requires hybrid attendance three days per week at the office located in Vancouver. Team members benefit from a collaborative environment that values feedback, continuous coaching, and professional growth.
Responsibilities
- Manage account upsells and renewals to maintain an active quarterly pipeline
- Educate clients on product value and new feature releases throughout their adoption cycle
- Deliver weekly revenue forecasts and ensure accurate data tracking
- Develop mutual success plans with clients to expand their software utilization
- Engage in video-recorded customer meetings utilized for team training and quality improvement
Requirements
- Up to one year of closing or quota-carrying experience as an Account Executive or Account Manager
- Familiarity with selling technical or developer-focused products through a product-led growth model
- Demonstrated ability to present effectively to executives and senior managers
- Track record of managing multiple concurrent pipeline opportunities while meeting or exceeding quotas
- Experience using Gong or similar software for internal collaboration and pipeline management
Qualifications
- Experience partnering closely with customer success, support, and sales engineering teams
Core Skills
Benefits
- Base salary accompanied by an equity incentive plan and variable commission
- Comprehensive group benefits including health, dental, and vision coverage with no waiting period
- Employer-matched retirement contributions up to 0.75 percent of eligible compensation
- Flexible paid time off program
- Annual professional development allowance of 1500 USD
- Home office setup featuring a company laptop, monthly internet reimbursement, and 500 USD for workstation customization
- Paid parental leave providing 20 weeks for birthing parents and 16 weeks for non-birthing parents
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
Where is this job located?
This position is based in Vancouver and requires a hybrid schedule of three days per week in the office.
What is the expected salary for this role?
The target on-target earnings range for this position is listed at $167,500 CAD, which includes base salary and variable compensation tied to sales targets.
What experience is required to apply?
Applicants need up to one year of closing or quota-carrying experience in an account executive or account manager role, specifically with technical or developer products.
How should I apply for this position?
The posting encourages proactive candidates to find the hiring manager, pitch thoughtfully, and explain why they are the best fit rather than solely applying through the website.
Sample Interview Questions
AI-generated questions tailored to this specific role — a preview of the full practice set.